Classifications

• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J7/00—Adhesives in the form of films or foils
  • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
  • C09J7/38—Pressure-sensitive adhesives [PSA]
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
  • C09J11/08—Macromolecular additives
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J153/00—Adhesives based on block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
  • C09J153/02—Vinyl aromatic monomers and conjugated dienes
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
  • C08K5/00—Use of organic ingredients
  • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
  • C08K5/0016—Plasticisers
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J2301/00—Additional features of adhesives in the form of films or foils
  • C09J2301/40—Additional features of adhesives in the form of films or foils characterized by the presence of essential components
  • C09J2301/408—Additional features of adhesives in the form of films or foils characterized by the presence of essential components additives as essential feature of the adhesive layer
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
  • C09J2453/00—Presence of block copolymer

Definitions

• the present invention relates to high bio-based content pressure sensitive hot melt adhesive composition and use thereof.
• the high bio-based content pressure sensitive hot melt adhesive compositions are based on renewable-based feedstock, making them more environmentally friendly.
• Hot melts are generally understood to be room temperature-solid, water and solvent-free adhesives that are applied from the melt onto the parts to be glued together and after assembly physically set by solidifying on cooling. On cooling, these pressure sensitive adhesives remain tacky and adhesive and with a slight contact pressure adhere to virtually all substrates.
• PSHMA pressure sensitive hot melt adhesives
• renewable resources selected to replace the petrochemical-based
• One method of making an environmentally sound adhesives is to decrease carbon footprint by forming a PSHMA from all or high renewable resource content.
• Adhesive made from all or high renewable resource content has its
• the present invention relates to high bio-based content pressure sensitive hot melt adhesive compositions.
• One embodiment of the invention is directed to a hot melt adhesive
• composition comprising a polymer, a tackifier, an epoxidized renewable plasticizer, and optionally, an additive.
• Another embodiment of the invention is directed to a hot melt adhesive composition
• a hot melt adhesive composition comprising a polymer selected from the group consisting of (a) a synthetic rubber-based polymer, EVA, EnBA, olefin block copolymer, and mixtures thereof; (b) a tackifier; (c) about 1 to about 30 wt.% of an epoxidized renewable plasticizer; and (d) optionally, an additive.
• the adhesive composition is substantially free of petroleum- based plasticizer.
• the bio-content of the adhesive composition is greater than 60 %.
• the invention is directed to a pressure sensitive hot melt adhesive composition
• a polymer selected from the group consisting of (a) a synthetic rubber-based polymer, olefin block copolymer, and mixtures thereof;
• the adhesive composition is substantially free of any naphthenic or paraffinic oil.
• the invention is directed to a hot melt adhesive composition
• a hot melt adhesive composition comprising a polymer, a bio-based tackifier, an epoxidized bio-based plasticizer, and optionally, an additive.
• the bio-based content of the adhesive is greater than 60%.
• the term “comprising” may include the embodiments “consisting of' and “consisting essentially of.”
• the terms “comprise(s),” “include(s),” “having,” “has,” “can,” “contain(s),” and variants thereof, as used herein, are intended to be open-ended transitional phrases, terms, or words that require the presence of the named ingredients/steps and permit the presence of other ingredients/steps.
• such description should be construed as also describing compositions or processes as “consisting of' and “consisting essentially of' the enumerated ingredients/steps, which allows the presence of only the named
• ingredients/steps along with any impurities that might result therefrom, and excludes other ingredients/steps.
• PSA pressure sensitive adhesive
• pressure sensitive hot melt adhesives having high bio-based content has similar or better adhesive performance than conventional petroleum-based adhesive.
• the invention is directed to a hot melt adhesive composition
• a hot melt adhesive composition comprising a polymer, a tackifier, an epoxidized renewable plasticizer, and optionally, an additive.
• the bio-based content of the adhesive is greater than 60%, based on the total weight of the adhesive, preferably greater than 70%, more preferably greater than 80%, and even greater than 85%. All intervening bio-based weight percent are envisioned, up to 100%.
• Synthetic and renewable-based feedstock polymers may be used to form the adhesive composition.
• Particularly preferred polymers include synthetic rubber-based polymer, EVA, EnBA, olefin copolymer, and mixtures thereof.
• Synthetic rubber-based polymer include SBS, SIS, SEBS, and mixtures thereof.
• Olefin block copolymers include metallocene catalyzed, alternating blocks of hard (highly rigid) and soft (highly elastomeric) segments olefin copolymers.
• the polymer is made from a renewable-based feedstock.
• polyamides may be utilized to make a high bio-based content adhesive.
• the feedstock is selected from non-plowed or minimally plowed vegetation.
• polymers made from renewable-based feedstock and synthetic polymers may be combined to increase the overall bio-content in the adhesive.
• Polymers are present at levels of about 10 to about 80, preferably from about 20-60 weight percent, based on the total weight of the adhesive.
• the pressure sensitive hot melt adhesive of the invention further includes bio- based plasticizers.
• the bio-based plasticizers are epoxidized with peroxyacid to form epoxy rings by reacting the double bonds of the oil. While many processes are available for manufacturing epoxidized bio-based plasticizers, the most widely used method include pre- or in-situ epoxidation.
• the oxirane with three-membered ring of one oxygen and two carbons, provides strain on the molecule resulting in a very reactive and useful molecule.
• the epoxidized plasticizer has at least six percent oxirane oxygen levels.
• the weight average molecular weight typically ranges greater than about 800. Typically, the weight average molecular weight ranges from about 1 ,000 to about 2,000, but higher weights are envisioned for higher melting
• the bio-based plasticizers are readily available, low in cost, non-toxic and are biodegradable over traditional, petroleum-based plasticizers.
• the plasticizer feedstock is selected from no-tilled or minimally tilled vegetation, e.g., canola, soybean, corn, nuts, seeds, biograss, cottonseed, crambe, linseed, parsed, safflower, sunflower, peanut, sesame, palm, coconut, castor, linseed, dende, babassu, mahua, neem, karanja, and jatropha.
• Useful epoxidized plastcizers include VIKOFLEX Epoxy Plasticizer, PLASTISOY, and
• CHEMFLEXX ESO The cost of epoxidized bio-based plasticizers may further be reduced if the underlying bio-based plasticizer is a non-edible oil such as babassu, mahua, neem, karanja, jatropha, etc. In another embodiment, discarded oil such as frying oil may be epoxidized to decrease cost.
• a non-edible oil such as babassu, mahua, neem, karanja, jatropha, etc.
• discarded oil such as frying oil may be epoxidized to decrease cost.
• the plasticizers are modified to contain between about 0.1 to about 10 percent, preferably from about 2 to about 7 percent epoxidation, based on the weight of the plasticizer. [0026] It is significant to note that lower quantities of epoxidized renewable plasticizers are required than non-bio-based plasticizers to garner similar adhesive properties, including viscosity.
• the epoxidized renewable plasticizers are present at levels of from about 1 to about 40, preferably greater than 10, most preferably from about 15 to about 30 weight percent, based on the total weight of the adhesive.
• Both petroleum-based, synthetic and renewable-based tackifiers may be utilized in the pressure sensitive adhesive.
• synthetic tackifiers include aliphatic or cycloaliphatic hydrocarbons, DCPD resins, aromatic hydrocarbons, aromatically modified aliphatic or cycloaliphatic hydrocarbons, alpha methylstyrene resins, and mixtures thereof. Also included are hydrogenated versions of the above mentioned synthetic hydrocarbon resins.
• Renewable-based tackifiers are preferred for the pressure sensitive hot melt adhesive for high bio-based content.
• Particularly preferred bio-based tackifiers include, among others, rosin, rosin ester, rosin
• the tackifier is present at about 10 to about 80, preferably from about 30 to about 70, weight percent, based on the total weight of the adhesive.
• Preferable waxes include renewable-based waxes made from soy, castor, carrageenan and dimerized fatty acids. Conventional, petroleum-based waxes may also be utilized. A non-limiting conventional wax list includes, among others, polyolefin wax, Fischer-Tropsch wax, and paraffin wax. A combination of both renewable-based and petroleum-based waxes may be added as additives.
• Antioxidants are commercially available from BASF and include IRGANOX 565, 1010 and 1076 which are hindered phenols. These are primary antioxidants which act as radical scavengers and may be used alone or in combination with other antioxidants such as phosphite antioxidants like IRGAFOS 168 available from BASF. Phosphite catalysts are considered secondary catalysts and are not generally used alone. These are primarily used as peroxide decomposers. Other available catalysts are CYANOX LTDP available from Cytec Industries in Stamford, Conn., and ETHANOX 1330 available from Albemarle Corp. in Baton Rouge, La. Many such antioxidants are available either to be used alone or in combination with other such antioxidants. These compounds are added to the adhesives in small amounts and have no effect on other physical properties. Up to about 5 percent, preferably up to 2 percent, of the antioxidant may be added to the adhesive.
• the pressure sensitive hot melt adhesive of the invention may optionally include additives.
• Additives include waxes, antioxidants, pigments, brightening agents, colorants, fluorescing agents, dyestuffs, fillers, flow and leveling agents, wetting agents, surfactants, antifoaming agents, rheology modifiers, emulsifiers, humectants, gelling agent, colorants, other surface modifying agents, fragrances, and permeation
• the additives are also bio-based. Additives may be
• the adhesive composition of the invention is substantially free of any petroleum-based plasticizers.
• the pressure sensitive hot melt adhesive is substantially free of any naphthenic or paraffinic oil. Substantially free mean less than 2%, preferably less than 1 %, more preferably less than a trace amount.
• the inventive pressure sensitive hot melt adhesive has high bio-based content and low petroleum-based components.
• the bio-based content of the adhesive is greater than 60%, greater than 70%, greater than 75%, and even greater than 80%.
• the pressure sensitive hot melt adhesive is formed from all renewable feedstock and not from any petroleum-based components.
• the addition of bio-based, epoxidized plasticizers in the adhesive form similar to, and even better adhesion to various substrates, than petroleum-based plasticizers.
• the Peel 180°, as measured in accordance with FINAT 01 at room temperature have a value greater than 150 gf/in than adhesives made with petroleum-based plasticizers.
• Peel 180° was measured after 24 hours, on stainless steel, in accordance with FINAT 01 at 25°C. Shear was measured base on modified ASTM D 365 / D3654M-02, procedure A or PSTC-107, with a 0.5 kg standard mass. The hand roller for both Peel 180° and shear had 1.937 ⁇ 0.025 kg mass, 80 ⁇ 2 mm diameter and 40 ⁇ 1.5 mm width.
• plasticizer may be used to provide similar Peel 180° values. Moreover, the shear value of Sample 4 made with epoxidized soybean oil was about 50% higher than its

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• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Adhesives Or Adhesive Processes (AREA)

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• 2019
  • 2019-10-30 BR BR112021005051-5A patent/BR112021005051A2/pt unknown
  • 2019-10-30 WO PCT/US2019/058787 patent/WO2020092515A2/en active Application Filing

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